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Hacking is not cracking...

I would like help in hacking into my Windows 98 Se box...I have an assembler (NASM) and would like to know a good freeware dissasembler. I frequently go to "Sudden Discharge" and "The Strange World of Tapu" to find tools but would like someones advice. I wanna learn to hack to do bug tracking and fixing...I am not a cracker and do not plan on malicious hacking. Any help would be appreciated...any real hackers and admins reading this should take a look at the picture on my profile...you will then know my favorite os...thanks for the help